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Jane. My first was pantyhose. I believe the year was 1971. I was so nervous that the cashier had to help me count my money out. Back then I would like and say that I was shopping for a GG. For the last 25-30 years I have been honest.

The first item of female clothing I actually owned was a pair of red heels from Payless. I somehow managed to convince my sister to get them for me. I forget what pretense I used but we got them for me. The first thing that I actually bought for myself was a pair of black hose and garter belt. It may have come with panties, I don’t remember. I bought it mail order (I think from a cd place) and had to wait 4-6 weeks for delivery. It came on my birthday and we were going out for dinner. I wanted to stay home and stay in my room so I could try them on but my parents were insistent on going out so I stuffed them down my pants and when we got to the restaurant and I excused myself to go to the bathroom where I put them on. Suffice it to stay, that was probably one of the best birthdays I ever had.

The first items I bought for myself of course pantyhose! That was easy, the first time I bought clothing I used the excuse it was for a Halloween costume party so the SA was really cool and she helped me with everything. She thought I was really into it because I was wearing pantyhose already. I told her I wore them so I could try on shoes with the costume. Little did she know.

V

Be the one person you want today, because tomorrow is never a promise. This is not a practice run in life. This is it baby girl so run with it!!

Seriously I'm trying to make my brain remember and I CAN'T...how depressing!

I *do* remember some cute strappy sandals and these cute navy blue baby phat jeans and cute black top that I wore with them! I'm sure that, and a not so great wig, might've been the first full outfit I bought for myself. I was traveling for work and had to get out of the hotel room so I went for a drive and gassed up my rental! I asked the woman behind the counter of she "could tell" and she didn't know what I meant...then I told her and she was so surprised! OMG I was on cloud nine! so of course I went back to the hotel and stayed inside

Last edited by josie_S; 10-02-2017 at 11:48 AM.
Reason: forgot a tiny detail!

L'eggs Silken Mist Control Top Pantyhose - Off Black. I was 22 and it was a few days after I came out to my girlfriend at the time (the first person ever). It was in a 7-11 and was so scared I almost pissed myself. Got the Indian cashier to put them in a brown paper bag. On the way home they sat in the passenger seat with the awkwardness and excitement of a first date, that is until I had to pull over open the little carton and feel their softness. I had just shaved my legs for the first time the day before, so putting them on for the first time was like a long awaited trip to heaven ...

Oh! you Pretty Things ... Don't you know you're driving your Mamas and Papas insane ... Let me make it plain ... You gotta make way for the Homo Superior - David Bowie, 1971

I wa 17 when I bought my first things.
A Black satin 3 piece set. Bra panties suspenders. From Miss Selfridges
I was so nervous, when the sales assistant (I'd say she was I her mid 30's.) asked me what size, I replied, I don't know what size I am.

It was a very busy Saturday but the sales assistant took me to a changing room and measured me (over my clothes). She then got me the right items and rang it up. She was really helpful and put me at ease.

When I got home, I found 3 extra pairs of panties and a pack of stockings.

I remember the first thing i bought, that was three pairs of those satin panties, one light blue, one violet and one red pair. The young lady serving looked at me and asked me jokingly, were they for me, where without think i said yes, she went bit red then apologised for asking. She was quite cute, so i never minded anyway.

panties, mini skirt and blouse. All in black. Soon replaced by basque, stockings and panties, again all in black. Next came some heels. Guess the color?! And then a little black dress....hmmm there's a definite theme here.

The crossdressing community is one that needs to stick together and continue to be there for each other for whatever one needs. We are always trying to improve the forum to better serve the crossdresser in all of us.